HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → N-[Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-3-methyl-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Methylbenzoyl chloride | HCID 74375 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (2-Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine | HCID 22137435 | — |
| Product | N-[Chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-3-methyl-N-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-benzamide | HCID 22137439 | — |
Reaction Steps
A solution of [2-chloro-4-(tetrahydro-pyran-2-yloxy)-benzyl]-[4-(2-pyrrolidin-1-yl-ethoxy)-phenyl]-amine (100 mg, 0.232 mmol) and triethylamine (0.100 mL, 0.696 mmol) in methylene chloride was added to m-toluenecarbonyl chloride (72 mg, 0.46 mmol). The reaction mixture was stirred at room temperature for 24 hr. Saturated aqueous sodium bicarbonate was added and the layers were separated. The aqueous layer was washed with 2 mL of methylene chloride. The combined organic layers were concentrated to give the title compound of Step A. MS 549.1 (M+1)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07053212B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-5c80da1d9bd64702a1a6287a0ee3f4a1 |
| Source note | uspto-grants-2006_05 |